Vacation rentals with a pool in Province of Grosseto

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Top-rated rentals with a pool in Province of Grosseto

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Top guest favorite

A kidney-shaped pool is surrounded by a well-maintained patio and lush greenery. Several lounge chairs, each with a white frame, are positioned around the pool. An umbrella provides shade over one seating area, enhancing the inviting outdoor space.

Home in Roccatederighi

5 out of 5 average rating, 13 reviews

Private Villas Privacy and Pool

San Giusto is located in the heart of the Tuscan Maremma. It is an old farmhouse dating back to 1928, completely renovated maintaining the characteristics of the old stone structures. The villa consists of two flats, each about 75 m in size, completely autonomous. San Giusto also offers a large garden equipped with tables, a Jacuzzi and a barbecue with a wood-burning oven. San Giusto offers a large 5m x 10m swimming pool, sunbeds, gazebo and parasols for moments of sunbathing and relaxation.

Guest favorite

A serene outdoor space is presented, featuring a black stone pool surrounded by lush green grass and trees. The villa's rustic structure is visible in the background, with a shaded area provided by a large tree. Sun loungers are positioned nearby for relaxation.

Villa in Castiglione d'Orcia

4.96 out of 5 average rating, 112 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Top guest favorite

A large swimming pool is set in a well-maintained garden, surrounded by tall trees and lush greenery. The villa, featuring a rustic brick façade with multiple windows, stands in the background against a clear blue sky.

Villa in Montepulciano

4.96 out of 5 average rating, 136 reviews

A paradise in Montepulciano...

Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

Superhost

The rustic stone farmhouse is set against a vibrant sky, surrounded by lush greenery and offering an inviting entrance. The property features a well-maintained garden that enhances the tranquil nature of the location.

Home in Scansano

4.77 out of 5 average rating, 47 reviews

The Farmhouse in the heart of Maremma

PODERE MONELLINI An independent portion of the farmhouse where I live, with a pool and panoramic view, surrounded by olive groves, wild animals and under a crazy starry sky. Between the sea and the mountains, immersed in nature with all the comforts for a relaxing stay. > 15 min drive from Scansano (supermarket, wine bars, restaurants) > 40 min drive from the Saturnia hot springs and the Argentario sea > Ground floor of the farmhouse with kitchen and porch+bedrooms > Shared pool

Superhost

A large pool with clear blue water is framed by lounging chairs and shaded areas. Lush greenery and cypress trees surround the landscape, while a picturesque house sits atop the hill, under a bright blue sky dotted with clouds.

Villa in Campagnatico

4.8 out of 5 average rating, 5 reviews

Charming villa on two levels - Casa Lola

Take it easy at this unique and tranquil getaway. Casa Lola is situated in the middle of the old beautiful Podere Fulignano. The house is lovingly restored. On both levels you find a bedroom and one bathroom. The kitchen offers a great view over the Tuscan hills. The terrace is next to the old remodeled pizza oven and it’s only a short stroll down to the huge pool with its 30x15 meters dimensions. Enjoy the tranquility and unspoiled nature of Podere Fulignano.

Superhost

A shared swimming pool is surrounded by a well-maintained lawn, offering ample space for relaxation. Sun loungers and chairs are positioned nearby, with lush greenery and terraced houses visible in the background, creating a serene outdoor environment.

Townhouse in Punta Ala

4.79 out of 5 average rating, 61 reviews

A linear House a Beach Club umbrella, Amazing View

A terraced house in Punta Ala surrounded by vegetation. Reserved umbrella, 4 chaise longue & beach chairs at the Punta Hidalgo Sporting (70/400 € D/W value) included with your staying April 15th-Sept. 24th. Arriving to the house will expose yourself to the breathtaking view of the Punta Ala Gulf. The house, is on three levels, with view of the Maremma woods. A teak wood terrace to relax & enjoy sun and stars. A shared pool reserved to guests few steps away.

Superhost

Townhouse in Contignano

4.78 out of 5 average rating, 18 reviews

The two of us on vacation in Gina's Nest

Gina's Nest: ideal place to indulge moments of relaxation and regenerate body and mind... Imagine having lunch outdoors in the quiet garden, away from smog and city noise. Enjoy a refreshing swim in the POOL as the sun sets over the enchanting Tuscan hills, rediscovering that serenity and energy that daily life takes away from us. Strategic location in the center of Val d 'Orcia: Contignano, Medieval Castle, in Tuscany, province of Siena, UNESCO site.

Superhost

A large swimming pool is surrounded by a sun terrace featuring lounge chairs. A rustic stone building is visible in the background, complemented by a shaded seating area made of wood. Lush greenery adds to the serene outdoor space.

Vacation home in Radicofani

4.79 out of 5 average rating, 48 reviews

17th century farmhouse Val d'Orcia private pool

Typical Tuscan 17th century farmhouse with exposed beams in Val d'Orcia. Two rooms with fireplaces, five bedrooms, 5 bathrooms. Two equipped kitchens. Garden with private games for children. Large private swimming pool. Il Casale is located just 2 km from Radicofani and where you will find a supermarket, bakery, bars, restaurants, butcher and bank

Superhost

An expansive inground pool surrounded by lush greenery showcases multiple lounge chairs for relaxation. A bamboo pergola provides shade, while the landscaped grounds extend to flat grassy areas, inviting outdoor activities and enjoyment of the serene Tuscan landscape.

Condo in Montalto di Castro

4.86 out of 5 average rating, 7 reviews

Stylish Italian Apartment w/ Pool, Near Beach!

This lovely apartment is situated 4 km from the Tuscan coast, and belongs to a villa with a total of 4 apartments surrounded by a large leafy garden. Equipped with a wonderfully renovated interior, shared pool and lovely gardens, this villa has everything you need to have a great Italian beach holiday.

Guest favorite

A private pool is surrounded by a manicured lawn and flowering plants, offering a serene escape. Sun loungers and a large umbrella provide shaded seating. Olive trees dot the landscape, with distant hills visible under a clear sky.

Villa in Poggi del Sasso

4.94 out of 5 average rating, 36 reviews

Small stone farmhouse with swimming pool

MAREMMA - Municipality of Cinigiano (GR), loc. Poggi del Sasso, detached villa in extremely refined stone, with swimming pool for exclusive use, consisting of living room equipped with sofa bed, kitchenette, bathroom, closet, garden. Free Wi-Fi, excellent finishes, very well maintained in the details

Guest favorite

An aerial view captures the agriturismo's spacious grounds, featuring a inviting swimming pool surrounded by sun loungers. Lush green lawns and well-maintained gardens frame the rustic stone buildings, which offer a peaceful retreat amidst scenic farmland.

Farm stay in Pienza

4.94 out of 5 average rating, 170 reviews

Agriturismo Palazzi del Papa Val d 'Orcia Pienza

Farmhouse Palazzo del Papa, with an apartment with 3 double bedrooms, 2 bathrooms, 1 fully equipped kitchen, a large living room, equipped with air conditioning, to spend time with friends or family. On request breakfast and dinner with the products of our farm. Pool and garden wi-fi for our guests.

Guest favorite

The image features a serene swimming pool illuminated by soft lights at dusk, reflecting the charming stone farmhouse nearby. The pool area is set amidst lush greenery, enhanced by natural stone elements and tranquil surroundings, creating an inviting atmosphere for relaxation.

Farm stay in Radicofani

5 out of 5 average rating, 14 reviews

Apartment in old farmhouse with pool. Val d'Orcia

“L’Olivo” is a wonderful, ample apartment composed of a living room with fireplace and very confortable double sofa-bed, a large dining room with kitchenette, a triple bedroom (one double bed and one single bed, or three single beds), a double bedroom and two bathrooms with a shower.